Elm Ridge Wild Forest Rentals
From $600 per night (USD)VRBO
Country Escape Overlooking Hunter & Windham Mts
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Summary: Situated on 5 secluded acres between Windham & Hunter Mt, this 5-bdrm, 5-bath chalet can handle a large family, ...
From $600 per night (USD)VRBO
From $536 per night (USD)VRBO
Luxurious Home & Amazing Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Whether you're seeking a peaceful escape or exciting adventure, this luxurious home is the perfect getaway!This ...
From $536 per night (USD)VRBO
From $315 per night (USD)VRBO
Retro Retreat: Charming Home w/Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Nestled on spacious land just 3 miles from Windham Mt and 12 mins to Hunter Mt, this 1970s ski chalet will prov ...
From $315 per night (USD)VRBO
From $1431 per night (USD)Expedia
Serendipity Lake House on Lake Heloise. Beautiful private 4000 sq ft lodge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Enjoy a relaxing stay at this gorgeous rustic lodge on 10 acres abutting a 28 acre lake surrounded bybover 300 avrea of ...
From $1431 per night (USD)Expedia
From $302 per night (USD)VRBO
Spacious Townhouse minutes from Village and Slopes with shuttle to mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Spacious 3-Bedroom Townhouse with Sleeping Loft and Wood-Burning Fireplace at Windham Ski Mountain, Min ...
From $302 per night (USD)VRBO
From $233 per night (USD)Expedia
LUXURY SUITE WITH 2 FULL BEDS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HAUS WINDHAM Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility an ...
From $233 per night (USD)Expedia
From $1254 per night (USD)VRBO
Modern A-Frame Cabin - 5min to Skiing/Golf/Hiking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Cozy, modern, tastefully designed 4bed/3bath cabin in Hensonville, nestled just between Windham and Hunter. - Outdoor g ...
From $1254 per night (USD)VRBO
From $254 per night (USD)Expedia
Newly Renovated Ski House in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming and cozy retreat in the heart of Windham, where modern comfort meets historic charm. With its pr ...
From $254 per night (USD)Expedia
From $1105 per night (USD)VRBO
Brand New Luxury Ski Cabin - 2 Mi to Windham Mtn!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Witness the breathtaking beauty of the Catskill Mountains at this stunning 6-bed, 5.5-bath vacation rental. Nestled in n ...
From $1105 per night (USD)VRBO
From $589 per night (USD)VRBO
Beautiful Catskills country retreat --neighboring reservoir/recreation area
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
The dancing bear welcomes you to our beautiful, fully restored, 1800’s farmhouse on 5 acres of woods and a large grass y ...
From $589 per night (USD)VRBO
From $3429 per night (USD)VRBO
Luxurious ski in/out, 3-story chalet directly on the slopes of Windham Mountain
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Luxurious ski in/ ski out, three-story chalet located directly on the slopes of Windham Mountain and minutes drive from ...
From $3429 per night (USD)VRBO
From $934 per night (USD)VRBO
BRAND NEW completely renovated house in Windham, 5 bed/ 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our beautiful, cozy mountain retreat! Our beautiful and spacious home is brand new and completely renovated. ...
From $934 per night (USD)VRBO
From $865 per night (USD)VRBO
Après Chalet|Ski|Luxury|Sauna|HotTub|Firepit|Disco
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
About this space Nestled in the heart of the Catskills, this Windham retreat offers both adventure and serenity, just 5 ...
From $865 per night (USD)VRBO
From $347 per night (USD)Expedia
Cozy Mtn-View Chalet < 2 Mi to Windham Slopes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private Hot Tub | Scenic Fireside Setting | Easy Access to Windham & Hunter Mountain Skiing There's no shortage of scen ...
From $347 per night (USD)Expedia
From $1929 per night (USD)VRBO
LUXURIOUS & SERENE SKI-IN/ SKI-OUT \"Winterfell\" LODGE
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to an unparalleled luxury living experience at this exquisite post-and-beam, charming **Ski-in/ Ski-Out, lodge o ...
From $1929 per night (USD)VRBO
From $814 per night (USD)Expedia
September Special! Choose a complimentary fun experience - see details below!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
September Special! Farmhouse renters [min. 2 nights] enjoy your choice of one complimentary event in our luxury barn or ...
From $814 per night (USD)Expedia
From $1278 per night (USD)VRBO
Ski-in, Ski-out GORGEOUS mountain chalet in prime location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful wood and stone chalet directly off a green level ski/summer bike or hike run close to base of Windham mountain ...
From $1278 per night (USD)VRBO
From $1472 per night (USD)Expedia
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Black Bear Cabin: Your Luxurious Mountain Retreat Luxury 3,300 sqft Ski and Golf Chalet with 4 bedrooms + 4 ensuite bat ...
From $1472 per night (USD)Expedia
From $322 per night (USD)VRBO
Mountain View Ski Minutes to Windham & Hunter
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
At this cozy mountain view cabin, you can wake up minutes from the ski lifts. We are 4 minutes from the ski slopes of Wi ...
From $322 per night (USD)VRBO
From $267 per night (USD)Expedia
Ski, Hike & Golf: Pet-Friendly Windham Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2 Mi to Windham Mountain Club | Furnished Deck | Peaceful, Wooded Surroundings | Fireplace Surrounded by lush woodlands ...
From $267 per night (USD)Expedia
From $172 per night (USD)VRBO
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking the smallest room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -QUEEN S ...
From $172 per night (USD)VRBO
From $205 per night (USD)Expedia
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. <br>A gourmet breakfast is FREE and served fresh each morning.<br>Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking one room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -KING Size Bed wit ...
From $205 per night (USD)Expedia
From $172 per night (USD)VRBO
Art Nouveau Room<br>Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You're booking one room at Mountain Treasure Bed and Breakfast. Other AMENITIES in this room include: -FULL-Size Bed wit ...
From $172 per night (USD)VRBO
From $814 per night (USD)Expedia
September Special! Choose a complimentary fun experience - see details below!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
September Special! Farmhouse renters [min. 2 nights] enjoy your choice of one complimentary event in our luxury barn or ...
From $814 per night (USD)Expedia
From $540 per night (USD)VRBO
Mountain Chalet with Hot Tub, Ski, & Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*New Listing Discount applied to all bookings made before 5/30/25!!* Chalet retreat in Hensonville, nestled convenientl ...
From $540 per night (USD)VRBO
From $308 per night (USD)Expedia
All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind in this serene, inviting condo, a haven for year-round relaxation. Experience the natural splendor of the Catskil ...
From $308 per night (USD)Expedia
From $814 per night (USD)VRBO
September Special! Choose a complimentary fun experience - see details below!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
September Special! Farmhouse renters [min. 2 nights] enjoy your choice of one complimentary event in our luxury barn or ...
From $814 per night (USD)VRBO
From $844 per night (USD)VRBO
Spacious 7-bedroom house with AC, WiFi in peaceful Hensonville
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Get ready to relax in this marvelous 7-bedroom house in Hensonville. With 2 king beds, 3 queen beds, 1 full bed, and 2 t ...
From $844 per night (USD)VRBO
From $459 per night (USD)VRBO
Idyllic Mountain Stay Hot Tub, Wood Stove, Games
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to this stylish mountain retreat, situated on 3 private acres with breathtaking views of Windham + Hunter Mountai ...
From $459 per night (USD)VRBO
From $891 per night (USD)Expedia
Brand NEW MINT Windham 5BR/4.5BA home on 5 acre, wooded hilltop.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
MINT 5BR, 4.5BA, brand new home. Full modern furnishing complete 5/1. Panoramic views from 5 acre hilltop with forest ba ...
From $891 per night (USD)Expedia
From $631 per night (USD)VRBO
Drift Haus|4.5BR+ Mountain Lodge Room only
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Escape the ordinary at this spacious alpine lodge in the heart of Windham. Tucked into a quiet wooded setting, this five ...
From $631 per night (USD)VRBO
From $456 per night (USD)Expedia
MIRROR CABIN IN THE FOREST WITH HOT TUB
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mirror Cabin Retreat | Modern Luxury in the Catskills Discover the ultimate Catskills getaway at this one-of-a-kind mir ...
From $456 per night (USD)Expedia
From $231 per night (USD)VRBO
Whispering River - Catskills New York
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the newly renovated house with central Heating and Cooling located just minutes from skiing, hiking and every ...
From $231 per night (USD)VRBO
From $476 per night (USD)Expedia
Modern A-Frame Cabin 3BR + Loft Luxury Retreat in Windham, NY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover year-round comfort and style at this beautifully designed A-frame cabin just 5 minutes from Windham Mountain an ...
From $476 per night (USD)Expedia
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Peaceful 3-BR Getaway Just Outside Windham Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set within Windham’s sought-after Windmont community, this expansive mountain retreat offers privacy, comfort, ...
Click For PricingVRBO
From $810 per night (USD)Expedia
Woodside Cabin #2 on Lake Heloise
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 18
Charming cabin to stay and play in at the lake. Have fun swimming and fishing on the lake. This property was a campsite ...
From $810 per night (USD)Expedia
From $314 per night (USD)VRBO
Tiny Cabin #1 by Windham NY Escape 'Catskill Gem'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Nestled in the Catskills, Cabin 1 at Windham Escape is a cozy 500 sq ft retreat with rustic charm and modern comforts. I ...
From $314 per night (USD)VRBO
From $314 per night (USD)Expedia
Tiny Cabin #2 by Windham NY Escape 'Cozy Stay'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Tiny Cabin Cabin 2 offers the perfect mix of mountain tranquility and cozy comfort. With 500 sq ft of thoughtfully arran ...
From $314 per night (USD)Expedia
From $282 per night (USD)VRBO
Tiny Cabin #3 by Windham NY Escape 'Forest View'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape the noise in Tiny Cabin 3, a cozy 500 sq ft retreat surrounded by woods and wildlife. It comfortably accommodates ...
From $282 per night (USD)VRBO
From $282 per night (USD)Expedia
Tiny Cabin #4 by Windham NY Escape 'Cabin Comfort'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Tiny Cabin 4 is a peaceful retreat in the Catskills, where forest views and the gentle sounds of nearby Batavia Kill cre ...
From $282 per night (USD)Expedia
From $282 per night (USD)VRBO
Tiny Cabin #5 by Windham NY Escape 'Scenic Stay'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in Tiny Cabin 5, nestled on a peaceful hillside with tranquil forest views. This 500 sq ft cabin comfortably sleep ...
From $282 per night (USD)VRBO
From $542 per night (USD)Expedia
This chalet is a 4 bedroom(s), 2 bathrooms, located in Hensonville, NY.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Chalet in Hensonville, NY · ★★★★ ★ · 4 BR · 6 Beds · 2 Baths Welcome to Mountain View Chalet, a peaceful Catskills esca ...
From $542 per night (USD)Expedia
From $454 per night (USD)VRBO
This chalet is a 4 bedroom(s), 3 bathrooms, located in Hensonville, NY.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Chalet in Hensonville · ★★★★★ · 4 BR · 12 Beds · 3 Baths Welcome to Windham Pine Chalet, a cozy yet elegant chalet nest ...
From $454 per night (USD)VRBO
From $1000 per night (USD)Expedia
Fireplaces, Home Theater, Ski-In/Out Windham Lodge
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Unwind at Wanderwood Lodge, an 8BR retreat with ski-in/ski-out access on Windham Mountain. Cozy up by wood-burning firep ...
From $1000 per night (USD)Expedia
From $324 per night (USD)VRBO
3 Mi to Windham Mountain: Private Hilltop Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Stunning Views of Winter Slopes | Hot Tub | Playroom Shed for Kids Plan a mountain getaway the whole family will love — ...
From $324 per night (USD)VRBO